YWG Deals :: Cheap Flights & All Inclusive Vacations

Winnipeg to Halifax, Nova Scotia - $167 [CB] to $318 CAD roundtrip including taxes [Nonstop Flights]

2026-04-11T12:46:02-06:00

WestJet has dropped the price of their flights from Winnipeg to Halifax, Nova Scotia down to between $167 and $318 CAD roundtrip including taxes. The flights are nonstop both ways. I consider $191 roundtrip to be WestJet's clickbait (CB) price because it doesn't include checked luggage or carry-on. Not exactly a realistic way to travel. It's a price offered primarily to appear to be the cheapest in search engines and then upsell you. $339 roundtrip is the more realistic price because at least it includes checked luggage. But those with the WestJet World Elite credit card can take advantage of the clickbait price as it includes free checked luggage.

Vice-versa flights (Halifax to Winnipeg) are also available for a similar roundtrip price.

Availability for travel

Late April, May, June 2026 July 2026 (+$35)

How to find and book this deal

1. Start with the following Google Flights search: Google Flights: Winnipeg to Halifax, Nova Scotia - Click on the departure date box to open up the calendar view. - Explore for the cheapest dates by adjusting the trip length at the bottom. - Look for the dates that are $216 to $266 roundtrip.

2. At this point, there are a few different ways you can book these flights...

For $170 roundtrip. This includes *only* a personal item (something that can fit under the seat in front of you). - Those with the WestJet World Elite credit card can still bring free checked bags and may find this fare useful. - To book this price go to Skyscanner or Kayak - Try the same dates you found on Google Flights.

*OR*

For $318 roundtrip. This includes a personal item and a checked bag. But not carry-on. - To book this price click through from Google Flights to the WestJet website using the 'Ultrabasic' fare. - While clicking through, you may notice that under 'Ultrabasic' Google Flights shows a checked bag as $147. This is incorrect. Once you click through to the WestJet website and go through a few pages into the booking process you'll see that you can add a checked bag for $102 roundtrip.

*OR*

For $419 roundtrip. This includes a personal item and carry-on. - To book this price click through from Google Flights to the WestJet website using the 'Econo' fare.

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Winnipeg to Costa Rica - $389 (CB) to $515 CAD roundtrip including taxes [Nonstop Flights]

2026-04-11T12:46:02-06:00

WestJet has dropped the price of their flights from Winnipeg to Liberia, Costa Rica down to between $389 and $515 CAD roundtrip including taxes. The flights are nonstop both ways. You can also find a few other dates with 1 stop flights through Toronto for a similar price.

I consider $403 roundtrip to be WestJet's clickbait (CB) price because it doesn't include checked luggage or carry-on. Not exactly a realistic way to travel. It's a price offered primarily to appear to be the cheapest in search engines and then upsell you. $495 roundtrip is the more realistic price because at least it includes checked luggage.

However, those with the WestJet World Elite credit card can take advantage of the clickbait price as the card gives you free checked luggage.

Availability for travel

April 2026

How to find and book this deal

1. Start with the following Google Flights search: Google Flights: Winnipeg to Liberia, Costa Rica [Direct Flights] Google Flights: Winnipeg to Liberia, Costa Rica [1 Stop] - Click on the departure date box to open up the calendar view. - Explore for the cheapest dates by adjusting the trip length at the bottom. - Look for the dates that are $411 roundtrip.

2. At this point, there are a few different ways you can book these flights...

For $389 roundtrip. This includes *only* a personal item (something that can fit under the seat in front of you). - Those with the WestJet World Elite credit card can still bring free checked bags and may find this fare useful. - To book this price go to Skyscanner or Kayak - Try the same dates you found on Google Flights.

*OR*

For $513 roundtrip. This includes a personal item and a checked bag. But not carry-on. - To book this price click through from Google Flights to the WestJet website using the 'Ultrabasic' fare. - While clicking through, you may notice that under 'Ultrabasic' Google Flights shows a checked bag as $147. This is incorrect. Once you click through to the WestJet website and go through a few pages into the booking process you'll see that you can add a checked bag for $102 roundtrip.

*OR*

For $515 roundtrip. This includes a personal item and carry-on. - To book this price click through from Google Flights to the WestJet website using the 'Econo' fare.

screenshot from Skyscanner

Sign up for YWG Deals Alerts from Winnipeg

Go to the Alerts Page to sign up for flight deal alerts by e-mail, Facebook, or Twitter. Travellers from Winnipeg also often sign up for alerts from Calgary and Toronto.

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Winnipeg to Kelowna, BC - $198 [CB] to $342 CAD roundtrip including taxes [Nonstop Flights]

2026-04-11T12:46:02-06:00

WestJet has dropped the price of their flights from Winnipeg to Kelowna, BC down to between $198 and $342 CAD roundtrip including taxes. The flights are nonstop both ways. I consider $198 roundtrip to be WestJet's clickbait (CB) price because it doesn't include checked luggage or carry-on. Not exactly a realistic way to travel. It's a price offered primarily to appear to be the cheapest in search engines and then upsell you. $342 roundtrip is the more realistic price because at least it includes checked luggage. But those with the WestJet World Elite credit card can take advantage of the clickbait price as it includes free checked luggage.

Vice-versa flights (Kelowna to Winnipeg) are also available for a similar roundtrip price.

Availability for travel

May, June 2026

How to find and book this deal

1. Start with the following Google Flights search: Google Flights: Winnipeg to Kelowna, BC - Click on the departure date box to open up the calendar view. - Explore for the cheapest dates by adjusting the trip length at the bottom. - Look for the dates that are $240 roundtrip.

2. At this point, there are a few different ways you can book these flights...

For $198 roundtrip. This includes *only* a personal item (something that can fit under the seat in front of you). - Those with the WestJet World Elite credit card can still bring free checked bags and may find this fare useful. - To book this price go to Skyscanner or Kayak - Try the same dates you found on Google Flights.

*OR*

For $342 roundtrip. This includes a personal item and a checked bag. But not carry-on. - To book this price click through from Google Flights to the WestJet website using the 'Ultrabasic' fare. - While clicking through, you may notice that under 'Ultrabasic' Google Flights shows a checked bag as $147. This is incorrect. Once you click through to the WestJet website and go through a few pages into the booking process you'll see that you can add a checked bag for $102 roundtrip.

*OR*

For $357 roundtrip. This includes a personal item and carry-on. - To book this price click through from Google Flights to the WestJet website using the 'Econo' fare.

screenshot from Skyscanner

Can't find this deal anymore? Prices change as deals sell out. The key is to be among the first to know when an amazing deal is posted.
Click here for tips on how to never miss a deal again.

Sign up for YWG Deals Alerts from Winnipeg

Go to the Alerts Page to sign up for flight deal alerts by e-mail, Facebook, or Twitter. Travellers from Winnipeg also often sign up for alerts from Calgary and Toronto.

Join us in the YWG Deals Facebook Group

Winnipeg to Reykjavik, Iceland - $524 CAD roundtrip including taxes

2026-04-11T12:46:02-06:00

WestJet has dropped the price of their May and June flights from Winnipeg to Reykjavik, Iceland down to $524 CAD roundtrip including taxes. The flights have 1 stop in Calgary each way. You can also find *nonstop* flights from Winnipeg to Iceland in July and August for $654 roundtrip. (WestJet announced this new route from Winnipeg last week).

UPDATE: While there are no longer any 1 stop flights in the $500s roundtrip, there are still a few nonstop flights in July for $663 roundtrip.

Availability for travel

May, June 2026 [$524, 1 stop] July, August 2026 [$654, nonstop]

How to find and book this deal

1. Start with the following Google Flights search: Google Flights: Winnipeg to Reykjavik, Iceland [1 stop] Google Flights: Winnipeg to Reykjavik, Iceland [Nonstop] - Click on the departure date box to open up the calendar view - Browse for the cheapest dates by adjusting the trip length at the bottom. - Look for the dates that are $575 roundtrip.

2. Go to Skyscanner or Kayak 3. Search for a flight from Winnipeg (YWG) to Reykjavik, Iceland (KEF) - Try the same dates you found on Google Flights.

Can't find this deal anymore? Prices change as deals sell out. The key is to be among the first to know when an amazing deal is posted.
Click here for tips on how to never miss a deal again.

Sign up for YWG Deals Alerts from Winnipeg

Go to the Alerts Page to sign up for flight deal alerts by e-mail, Facebook, or Twitter. Travellers from Winnipeg also often sign up for alerts from Calgary and Toronto.

Join us in the YWG Deals Facebook Group

Winnipeg to Madrid, Spain - $617 CAD roundtrip including taxes

2026-04-11T12:46:02-06:00

WestJet has dropped the price of their flights from Winnipeg to Madrid, Spain down to $617 CAD roundtrip including taxes. The flights have 1 stop in Halifax each way. One way flights from Winnipeg to Madrid are also available for ~$330 CAD.

Personally I would focus on June, September, and October, unless you love scorching heat!

Availability for travel

June, July, August, September, October 2026

How to find and book this deal

1. Start with the following Google Flights search: Google Flights: Winnipeg to Madrid, Spain [Roundtrip] Google Flights: Winnipeg to Madrid, Spain [One Way] - Click on the departure date box to open up the calendar view. - Explore for the cheapest dates by adjusting the trip length at the bottom. - Look for the dates that are $657 roundtrip.

2. Go to Kayak or Skyscanner or FlightHub 3. Search for a flight from Winnipeg (YWG) to Madrid, Spain (MAD) - Try the same dates you found on Google Flights.

Can't find this deal anymore? Prices change as deals sell out. The key is to be among the first to know when an amazing deal is posted.
Click here for tips on how to never miss a deal again.

Sign up for YWG Deals Alerts from Winnipeg

Go to the Alerts Page to sign up for flight deal alerts by e-mail, Facebook, or Twitter. Travellers from Winnipeg also often sign up for alerts from Calgary and Toronto.